Landscape Maintenance Estimator
Job in
Mashpee, Barnstable County, Massachusetts, 02649, USA
Listed on 2026-08-14
Listing for:
Outerland
Full Time
position Listed on 2026-08-14
Job specializations:
-
Sales
Business Development, Sales Consultant, Client Relationship Management
Job Description & How to Apply Below
We’re looking for a Landscape Maintenance Estimator to be the person prospective clients meet first and are excited to work with. It’s part consulting, part sales, part horticultural problem-solving: you’ll read a property, understand what the client cares about, design a maintenance plan that fits their goals and their budget, and hand off a relationship our account managers are excited to inherit.
New clients will walk away with the impression that we communicate, we care, and they’re a big deal to us.
- Own inbound leads from first handshake to signed proposal, with follow-up that never leaves anyone wondering
- Walk properties with prospective clients — listen to their priorities, assess conditions, spot what they haven’t noticed yet
- Build tailored maintenance plans around site conditions, client goals, and real budgets
- Put together accurate, detailed estimates and present proposals you can stand behind
- Lead the initial client meeting, set clear expectations, answer the follow-up questions, and close the sale
- Onboard new clients and hand off cleanly to their account manager - site notes, scope, and preferences all in one place
- Catch enhancement and upsell opportunities during site visits and pass them to the account management team
- Keep leads, site visits, and proposals current in our CRM
- Track and manage your performance against the sales budget
- 3+ years in sales or account management. Landscaping or green industry experience is a plus, not a requirement
- A working knowledge of landscape maintenance, plant material, and the problems properties tend to have
- A consultative style: you ask good questions and listen more than you pitch
- Self-direction, ruthless attention to detail, and the organizational skills to keep an up-to-date pipeline
- $75,000 - $100,000 base salary, depending on experience, plus a performance-based bonus
- Company vehicle
- Company-provided phone, laptop, and every tool you need to do the job right
- A crew that delivers on what you sell so you can promise confidently and sleep well
- 401(k) matching program
- Health, dental, and vision insurance and other supplemental insurance
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